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She wore black stiletto boots with silver metal heels and she smiled and pushed one of her feet forward to that it nudged in between my legs, and then pointed up just enough to press the toe of her boot into my swollen pussy. The leather was hard and smooth and created just enough pressure against my clit to make me want to cum right there. She knew exactly what she was doing. Her pale blue eyes watched every imperceptible body reaction as she teased me to the brink of orgasm and then brought me down again with a series of excruciating crescendos of sexual control. “You’re trying very hard to follow the rules,” she acknowledged. “It’s impressive. And believe me, I will let you come. But your mistress comes first tonight, and I have incredible restraint. So when you make me come, I’ll let you enjoy the same pleasures. But it’s going to be a challenge for you. Because my husband is going to be mercilessly fucking that slutty little pussy of yours the entire time.” I stared up at her. Holly didn't exist....just a very horny,hormone fuelled male me that was in lust with my first girlfriend called Jane....and it's her fault why all these years later I still get such a sexy kick out of wearing fem clothes and enjoying the female side of me...You see..I didn't get into crossdressing by what you would call the "traditional" way (ie: discovering a female family members things and giving into curiosity and temptation). Nope. It was my 16 year old girlfriend and her experimental attitude to sex that opened my eyes to the feel of lacy lingerie,little skirts and stockings and school uniforms that opened my eyes to a whole new world of sensual adventure and downright kinkiness...Here's the true story of the very first time....Now me and Jane had become an item over mutual love of heavy metal music during sixth form college (which kind of dates me a bit,right..? Lol). She was an average looking girl with blonde hair and blue eyes but I found her really attractive....and.
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